Hydrogen chloride-ethyl acetate → 2-[6-(5-{1-[4-(cyclopropylsulfonyl)phenyl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-1H-pyrrol-2-yl)pyridin-3-yl]-2-hydroxyethyl glycinate dihydrochloride

HRID 1882005Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1882005
C(OC([NH:8][CH2:9][C:10]([O:12][CH2:13][CH:14]([C:16]1[CH:17]=[N:18][C:19]([C:22]2[NH:23][C:24]([CH:27]([C:35]3[CH:40]=[CH:39][C:38]([S:41]([CH:44]4[CH2:46][CH2:45]4)(=[O:43])=[O:42])=[CH:37][CH:36]=3)[CH2:28][CH:29]3[CH2:34][CH2:33][O:32][CH2:31][CH2:30]3)=[CH:25][CH:26]=2)=[CH:20][CH:21]=1)[OH:15])=[O:11])=O)(C)(C)C.C(OCC)(=O)C.[ClH:53]>C(OCC)(=O)C.C(OCC)C>[ClH:53].[ClH:53].[NH2:8][CH2:9][C:10]([O:12][CH2:13][CH:14]([C:16]1[CH:17]=[N:18][C:19]([C:22]2[NH:23][C:24]([CH:27]([C:35]3[CH:40]=[CH:39][C:38]([S:41]([CH:44]4[CH2:46][CH2:45]4)(=[O:42])=[O:43])=[CH:37][CH:36]=3)[CH2:28][CH:29]3[CH2:30][CH2:31][O:32][CH2:33][CH2:34]3)=[CH:25][CH:26]=2)=[CH:20][CH:21]=1)[OH:15])=[O:11]

Komponenten

5

Edukt 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 593312182-[6-(5-{1-[4-(cyclopropylsulfonyl)phenyl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-1H-pyrrol-2-yl)pyridin-3-yl]-2-hydroxyethyl N-(tert-butoxycarbonyl)glycinate

Produkt 1

HCID 684334432-[6-(5-{1-[4-(cyclopropylsulfonyl)phenyl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-1H-pyrrol-2-yl)pyridin-3-yl]-2-hydroxyethyl glycinate dihydrochlorideAusbeute 41 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of 2-[6-(5-{1-[4-(cyclopropylsulfonyl)phenyl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-1H-pyrrol-2-yl)pyridin-3-yl]-2-hydroxyethyl N-(tert-butoxycarbonyl)glycinate (245 mg) in ethyl acetate (5 mL) was added 4M hydrogen chloride-ethyl acetate solution (210 μL), and the mixture was stirred overnight at room temperature. The reaction mixture was diluted with diethyl ether, and the resulting precipitate was collected by filtration and dried to give the title compound (44.1 mg, yield 41%) as a pale-yellow solid. MS: 554 (MH+).

Aufarbeitung

  1. filtrationthe resulting precipitate was collected by filtration
  2. customdried

Quellen und Nachweise

ORD-Eintrag
ord-de50073758474aecbabd29448d8da464
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08318746B2

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